Beecht



UNITED STATES PATENT OF ICE.

HEINRICH VOLLBREOHT AND OAR-L MENSCHIN G, OF BUFFALO, NEW YORK,ASSIGNORS TO THE SGHOELLKOPF ANILINE AND CHEMICAL COMPANY,

. OF SAME PLACE.

COLORING-MATTER DERIVED FROM ALPHANAPHTHOLDISULPHONIC ACID.

SPECIFICATION forming part of Letters Patent No. 333,035, dated December22, 1885.

Application filed October 3, 1884. Serial No. 144,653. (Specimens) Toall whom it may concern.-

Be it known that we, HEINRICH VoLL- BREOHT and CARL MENSOHING, both ofthe city of Buifalo, in the county of Erie and State of New York, haveinvented new and useful Improvements in the Manufacture of Dye- Stuffsor Coloring-Matters, of which the following is a specification.

Our invention relates to a new dye-stuff which is produced by thereaction of diazoxylol with the soda salt of our newalphanaphtholdisulphonic acid. This acid is produced in the followingmanner: We mixone hundred parts, by weight, of the lime salt ofalphanaphthalinemonosulphonic acid, which acid is made in the well-knownmanner, with two hundred parts of sulphuric acid of 66 Baum. We then addto this mixture slowly fortyfive parts of nitric acid of 40 Baum at atemperature of from 90 to 100 centigrade,whereby two newnitromonosulphonic acids are formed. These acids are converted intotheir amido compounds by any suitable and wellknown method, whichconversion results in two new naphthylaminesulphonic acids. Theselast-mentioned acids are easily separated, owing to the unequalsolubility of their salts in water.

The naphthylaminesulphonic acid which forms a sodium salt which is noteasily soluble in water is used for producing our new colorproducingacid, and is separated from the naphthylaminesulphonic acid whichproduces a sodium salt easily soluble in water.

This naphthylaminesulphonic acid is converted into the diazo compound bya solution of sodium nitrite in the following manner: We dissolve in twothousand parts of water two hundred and forty-five parts of saidnoteasily-soluble sodium salt of naphthylaminesulphonic acid, and add tothis solution two hundred and fifty parts of sulphuric acid of Baum. Wethen 0001 the solution to 6 centigrade and add slowly a solutioncontaining sixty-nine parts of sodium nitrite in six hundred and ninetyparts of water. While this solution is added the diazo comthe rawmaterial for the production of the color-producing naphtholdisulphonicacid.

1n producing this naphtholdisulphonlc acld We take one part of theabove-described naphtholmonosulphonic acid and add to it gradually fromtwo to three parts of sulphuric acid of about 66 Baum. The mass is thenheated over a water bath at a temperature of from 80 to 90 centigradefor about one hour, until all the monosulphonic acid is converted intodisulphonic acid,which operation is completed when the mass is entirelysoluble in water. The whole is then poured into water, and the sodiumsalt is produced by any well-known method.

Our new naphtholdisulphonic acid is an alpha acid, and showscharacteristic d1fferences from all hitherto known naphtholdisulphonicacidsuch, for instance, as the betanaphtholdisulphonic acid described inLetters Patent of the United States No. 210,233, granted to H. BaumNovember 26, 1878,which will not form any nitro compounds.

Our new naphtholdisulphonic acid forms, when treated with nitric acid, abeautiful yellow dye-stuff, which consists of anaphtholmononitromonosulphonic acid, and which forms beautiful dyestuffswith diazo compounds. This new naphtholmononitromonosulphonic acidcannot be confounded with the yellow dye-stuffs produced by Caro andLevinstein, which consist of alphanaphtholdinitromonosulphonic acids,and do not produce dye-stuffs with diazo compounds.

Our new naphtholmononitromonosulphonic acid stands as to shade betweenthe naphtholyellow made by Caro and Levinstein and thecrocein-yellowpatented by Bayer. The for mer is much greener in shade than our yellow,and the latter is much more reddish and not as beautiful or brilliant.

Our new coloring-matter is prepared from this new naphtholdisulphonicacid in the following manner: \Ve dissolve one hundred and twenty-onepounds of Xylidin in three hundred pounds of muriatic acid, and add tothis solution about two thousand pounds of water. The mixture soprepared is then cooled to a temperature of from 4 to 6 centigrade, anda solution of seventy pounds of sodium nitrite poured slowly into thesame. \Vhen the desired reaction has been completed-that is to say, whenthe xylidin has been converted into diazoxylol-we slowly pour it into asolution of three hundred and forty eight pounds of the sodium salt ofthe abovedescribed naphtholdisulphonic acid. Alkali must be presentthroughout the whole operation for neutralization. The dye-stuff is thenprecipitated out of its solution by common salt, and purified by againdissolving and precipitating it in the usual manner.

Our new coloring-matter is the result of the reaction of the substancesin solution, as shown by the following formula:

We do not in this application wish toclai-m the herein described newalphanaphtholdisulphonic acid, as the latter is claimed in anapplication filed by us October 3, 1884, No. 144,652.

What we claim as our invention is- As a new coloring-matter, a dye-stuffcon sisting of the diazoxylol compound of our herein described newalphanaphtholdisulphonic acid, and having the qualities-herein setforth.

\Vitness our hands this 30th day of August, 1884.

HEINRICH VOLLBREGHT; CARL MENSGHINGJ Vitnesses:

G. F. GEYER, J NO. J BONNER.

